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Have you ever wondered what David Letterman plans to do after ending his lengthy run in the late night TV lineup? You are not alone, and now you can see what random people on the street think about what Letterman should do following his Late Late Show run. Catch the late night host and Billy Eichner barking at pedestrians in the latest “Billy on the Street” segment.

David Letterman’s a big enough name that many of the people in the Funny or Die sketch immediately recognize and have nice suggestions for the late night host, including retiring with happiness. Thus, most of the humor in the video comes from Letterman and Eichner themselves, who holler at people wearing shorts on the street in cold weather and making snarky comments about what sidekick and band leader Paul Shaffer will do after The Late Show crew ends its run. At one point, Eichner manically even suggests that Letterman play shuffleboard in his retirement with Dan Rather, to which Letterman notes that there are worst things.

While Eichner’s “Billy on the Street” sketches are always a hoot, the real takeaway from the video is actually pretty somber. We’ve known for a while that David Letterman will be retiring from The Late Show on CBS this spring. In his stead, Stephen Colbert is getting the chance to button up for network television, and will be giving the late night game a shot. But knowing the facts is different than the gut-sinking feeling you get when you realize that an era is about to end. While the video is light-hearted and amusing, just the fact that it exists clarifies that we are officially about to reach the end of Letterman’s long and memorable run on CBS.

It’s not as if the transition has been particularly awful. Letterman himself was the one who wanted to leave the late night arena, and he and Stephen Colbert have already appeared together on The Late Show stage. There won’t be any ugly media battles during the transition.


We do still have a little more time with Letterman, even if the end is looming. The man—along with Paul Shaffer—will continue to run The Late Show with David Letterman through Wednesday, May 20, 2015. When he finally steps off of the stage, he’ll have hosted more than 6,000 episodes of late night TV—more even than his mentor Johnny Carson. As for his next step, we still don’t know whether or not he will retire or take on other projects, but if Billy Eichner has any say in what happens next, we’ll soon see Letterman on a podcast.

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